Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | HCID 57736496 | HCID 57736496 | — |
| Solvent | Water methylene chloride | HCID 21908982 | — |
| Product | HCID 57736447 | HCID 57736447 | 21% |
Reaction Steps
To a mixed solution of [[[5-[(2,5-difluorophenyl)[(4-fluorophenyl)sulfonyl]methyl]-4-methylpyridin-2-yl]carbonyl]amino]methyl (4-methoxybenzyloxy)acetate (150 mg, 0.24 mmol) in dichloromethane-water (1:1, 10 ml), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (65 mg, 0.29 mmol) was added, and the mixture was stirred overnight at room temperature. Water was added to the reaction solution, and the mixture was extracted with dichloromethane. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, subsequently the solvent was concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography. The fraction obtained from an elution with dichloromethane:methanol=50:3 was concentrated under reduced pressure, washed with diethyl ether, and collected by filtration, to obtain the title compound (26 mg, 0.05 mmol, 21%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08114886B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-d7d2f1c536134b29979ec15ce5ddab2a |
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| Source note | uspto-grants-2012_02 |
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